Sheffield

Incorporated in 1733, Sheffield is Berkshire County’s oldest town.

This beautiful community, made up of the two villages of Sheffield and Ashley Falls, lies on the southern border of Massachusetts next to Litchfield County, Connecticut. The town is located in the Housatonic River Valley, surrounded by the Taconic Mountains and Berkshire Hills, with sloping terrain, state forestland, rivers and waterfalls, a portion of the Appalachian Trail and the Schenob Brook wetland complex all adding to its scenic appeal. Sheffield is regarded as one of the area’s most picturesque towns, with its mountain views, expansive river valley setting and fertile agricultural land.

This beautiful community, made up of the two villages of Sheffield and Ashley Falls, lies on the southern border of Massachusetts next to Litchfield County, Connecticut. The town is located in the Housatonic River Valley, surrounded by the Taconic Mountains and Berkshire Hills, with sloping terrain, state forestland, rivers and waterfalls, a portion of the Appalachian Trail and the Schenob Brook wetland complex all adding to its scenic appeal. Sheffield is regarded as one of the area’s most picturesque towns, with its mountain views, expansive river valley setting and fertile agricultural land.

This beautiful community, made up of the two villages of Sheffield and Ashley Falls, lies on the southern border of Massachusetts next to Litchfield County, Connecticut. The town is located in the Housatonic River Valley, surrounded by the Taconic Mountains and Berkshire Hills, with sloping terrain, state forestland, rivers and waterfalls, a portion of the Appalachian Trail and the Schenob Brook wetland complex all adding to its scenic appeal. Sheffield is regarded as one of the area’s most picturesque towns, with its mountain views, expansive river valley setting and fertile agricultural land.

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Featured Listings

690 North Main St
Sheffield, MA $625,000

690 North Main St

Sheffield, MA

$625,000
  • 1 Baths
  • 3,280 Sqft
11-25 Maple Ave
Sheffield, MA $395,000

11-25 Maple Ave

Sheffield, MA

$395,000
  • 3 Beds
  • 3/1 Baths
  • 3,008 Sqft
00 Polikoff Road
Sheffield, MA $200,000

00 Polikoff Road

Sheffield, MA

$200,000
  • 3.50 Acres
69 East Rd
Sheffield , MA Upon Request

69 East Rd

Sheffield , MA

Upon Request
  • 4 Beds
  • 2 Baths
  • 2,262 Sqft
355 South Undermountain
Sheffield , MA $6,000/mo

355 South Undermountain

Sheffield , MA

$6,000/mo
  • 3 Beds
  • 2/1 Baths
  • 1,712 Sqft
74 East Rd
Sheffield , MA $1,975/mo

74 East Rd

Sheffield , MA

$1,975/mo
  • 1 Beds
  • 1.00 Baths
  • 700 Sqft
2080 South Undermountain Rd
Sheffield, MA $7,500,000

2080 South Undermountain Rd

Sheffield, MA

$7,500,000
  • 5/1 Baths
  • 5,850 Sqft
2080 South Undermountain Road
Sheffield, MA $7,500,000

2080 South Undermountain Road

Sheffield, MA

$7,500,000
  • 11 Beds
  • 5/1 Baths
  • 5,850 Sqft

Sheffield

Area Map

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Sheffield

Market Snapshot

Median Sales Price

January 2024 - Single Family Homes

$412K
image description +11.8% image description -32.4% vs

Percentage of Asking Price

January 2024 Single Family Homes

99%
image description -7.8% image description -3.1% vs
99%
image description -7.8% image description -3.1% vs
99%
image description -7.8% image description -3.1% vs